However, he gives no timeline, which would allow for a confrontation between the two to take place at any point between the end of their duel in Revenge of the Sith and when they fought again in A New Hope—during which Vader told Obi-Wan, before the Jedi sacrificed himself to become a Force ghost, “I’ve been waiting for you, Obi-Wan. We meet again, at last. The circle is now complete. When I left you, I was but the learner; now I am the master.”
“It’s something we really did look at and obviously, it’s not something you do lightly,” Chow told io9. “We’re coming out of Revenge of the Sith. And obviously, everything that happened with Order 66 and Anakin and so much of that weight is coming into the series with us that it just felt natural Anakin/Vader would be part of this. It’s so connected to where he is in his life at this moment.”
In Star Wars: Episode VI – Return of the Jedi, Luke, now a Jedi, tries to convince Vader that there “is good” in him and urges him to come with him. His dad replies, “Obi-Wan once thought as you do.” During their showdown in Revenge of the Sith, Obi-Wan makes no such comment but does call Vader “lost.” It is possible that the new series will explore further attempts to lead the villain to redemption.