I agree with Rampant Ox. 3 and 4 would be difficult if he had full rest (he'd certainly make it but it'd be difficult). I'm assuming it's ROTS Sidious and Obsession Asajj Ventress, btw. Yeah, if he makes it past 3 then 4 does him in. 5 is suicide...
If by some chance he makes it past 4, there's no way he makes it all the way given the fact he has no time to heal, or rest; personally, though, I'd say he'd stop at 4 after a decent fight.
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"The ability to speak does not make you intelligent." - Sagacious Jedi Master Qui-Gon Jinn.
Well, he won't take too long with the first couple, with Depa being the only one to present anything of an annoyance. But, I say he runs into trouble at three. Ventress is extremely skilled with a saber, and while she's obviously not surviving Skywalker for more than a few seconds on her own, I don't see why she couldn't hinder him with Sidious and Dooku - who happen to be two of the most powerful Force users of the era - launching Force attacks and debris from a distance. I'm pretty sure he can get past this, but it's not going to be easy at all, and it's probably going to put him in bad shape for 4.
Here, he's likely going to have a much easier time if he can keep the Jedi at a distance and take them down via the Force. However, considering the difficulty even Sidious - fighting from higher ground and constantly on the retreat - had with keeping away a lone Yoda, I doubt Luke's going to be able to pull this off - especially considering he'd just have come out of a rough battle with the Sith - and so will have to engage all three in saber combat. Obi-Wan isn't going to be quickly rendered useless with a lightsaber alone, given his defensive prowess, but it's not beyond Luke at this point to floor him with a quick Force attack or body blow like he did UnuThul. This is going to be next to impossible with either Yoda or Mace wailing on him from the opposite direction, but for the sake of argument we'll say he pulls it off. Now, Yoda and Mace, both of whom have more experience in combat, aren't going down so easily. Luke's only real chance here is to play to their one glaring weakness, which is the fact that they won't be able to mesh. Yoda's Ataru requires a hell of a lot of room to operate to its fullest extent, and while that alone'll piss Luke off, it likely won't be enough to overwhelm him. So if Mace can't assist Yoda, the muppet will go down after a grueling battle, leaving it a one-on-one. Personally, I can see Luke winning this scenario, as he has shown incredible fortitude in TUF, but he's going to be exhausted by this point, and against a Vaapad master armed with the shatterpoint ability he just doesn't stand much of chance.
This scenario is also being incredibly generous to Luke, whatwith the assumption that he'll take out Kenobi early on in the game and also manage to play Yoda and Mace into weaker positions. If either one of these points fail him, however, I don't see him doing too well at all. He falls at 4 is my verdict.
1) Jango Fett, Boba Fett, Canderous Ordo, Han Solo
I wouldn't be surprised if Han got a lucky shot in and killed him.
Luke wins.
2) Quinlan Vos, Depa Billaba, Qui-Gon Jinn, and Grievous
GG gets pwned with the Force. The rest go down after a few minutes of saber combat.
3) Dooku, Sidious, and Asajj Ventress
Asajj gets pwned with the Force fast. Dooku was strong enough to drop her to her knees with relatively little effort. Luke should be able to finish her with the Force quickly, which is good, because she'd complicate things in a lightsaber fight.
So, with Asajj out of the way, Dooku engages Luke in a saber fight while Sidious hammers away with Force powers. Assuming that this is both ROTS Dooku and Sidious, Luke wins. Dooku lasts a good minute or so before Luke manages to cut him down and then Sidious taken apart when he's on his own.
4) Yoda, Mace, and Obi-Wan Kenobi
Like Asajj, Obi-wan gets killed in the first few seconds by Force attacks. Luke should be able to keep from having to fight both Mace and Yoda for most of the fight and one of them eventually goes down. After the first goes down, the second much more easily.
5) Jacen Solo, Revan, Anakin Skywalker, and Durge
Luke dies here. Fast.
He's going to be VERY tired after his previous fights and at his peak Jacen rivals him. With Revan and Anakin on the scene Luke would probably go down even at full strength. He doesn't stand a chance in the condition he will be in at this point.
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Jacen does rival LotF Luke. That he was able to engage a Force phantom whose powers rivaled that of the real Luke and was not pushed to his absolute limit, as well as the fact that either Bloodlines or Tempest labels him as "more powerful than all the others except for Luke" (referring to Jedi), would be good enough to say that Jacen rivals Luke in power - though, for the moment, he would still be defeated by him in single combat.
I would like to point out, though, that I don't consider LotF Luke to be as powerful as NJO Luke, even though the passage of time would logically dictate that Luke would have progressed in power or at the very least have remained the same. Author inconsistencies seemed to have made him weaker (like a post-DE/JA Luke having serious difficulty with a single modified droideka with Mara on his side). For that reason alone, I doubt Jacen is even on par with NJO or DN Luke.
I'd rank Jacen on par with the Top PT guys. But not much farther. I'd say Yoda or Sidious as of RotS could beat him, and Mace and Dooku would go down after an extremely hard fight.