Round 1:
1) Yoda -- Darth Glentract
2) Marka Ragnos -- Lord Darkstar
3) Count Dooku -- Se7in
4) Assaj Ventress -- Darth Zayzia
5) Revan -- Rand al'Thor
6) DE Sidious -- Darth Somebody
7) Anakin Skywalker -- Jester Mereel
8) Exar Kun -- BlackVortex
9) Master Kavar -- Nai Fohl
10) Mace Windu -- Lord Simus
11) Luke Skywalker -- ESB-1138
12) Malak -- Fishy
Round 2:
1.13) Obi-Wan Kenobi (ANH) -- Fishy
1.14) General Grievous -- Jester Mereel
1.15) Xanatos -- BlackVortex
1.16) Freedon Nadd -- Nai Fohl
1.17) Darth Bane -- Se7in
1.18) Darth Traya -- Lord Darkstar
1.19) Darth Vader -- ESB-1138
1.20) Darth Maul -- Lord Simus
1.21) Joruus C'Baoth -- Darth Glentract
(Xanatos has a whole bunch of info on him in the Jedi Apprentice series, which is all canon. i've compared facts from that with sw.com and other canon sources, so it's legit. i'll be able to make an arguement.)
as for a planet...i choose Telos.
(can we have it like...our round 1 guy leads our armies to attack, round 2 is the defense general? type thing?)