Poll
90%
10%
Obi-wan would win. He has more knowledge than Anakin, more experience, more luck, more cunning, more grace, more strategy, more focused mind, better training( I think Anakin should have been trained by Mace or Yoda.), more luck, more wisdom.
Anakin has more power, more arrogance, more clouded mind.
The reason Anakin was doing better than Obi-wan for a lot of the fight was because Anakin was trying to kill him, Obi-wan wasn't able to actually finish him.
It's a bit dumb to put it in the same setting, but I'll analyze anyway. 😉
Obi Wan is underrated. People think just because he's getting older means he gets progressively weaker, which is kind of true. However, he is a lot smarter than Anakin and instead of going all out right at the beginning, he'll conserve himself and use the terrain to his advantage. Because of Anakin's desperate thrusts for power and victory, he'll eventually slip up and Obi will win. Besides, as Glentract said, Obi wasn't actually trying to kill Anakin at the end of the third movie. He even told Anakin: "Don't try it." But alas, Anakin did it anyway and Obi was forced to cut him down.