However, he does not give a timeline, which would allow for a confrontation between the two to occur anytime 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 open.” complete. When I left you, I was just the apprentice; now I am the master.”
“It’s something that we really look at and obviously it’s not something that is done lightly,” Chow told io9. “We are coming out of Revenge of the Sith. And obviously everything that happened with Order 66 and Anakin and so much of that weight is going into the series with us that it seemed only natural that Anakin/Vader would be a part of it. It’s so connected to where she is in his life right now.”
In Star Wars: Episode VI – Return of the Jedi, Luke, now a Jedi, tries to convince Vader that “there is something good” in him and urges him to come with him. His father replies, “Obi-Wan once thought like you.” During their confrontation in Revenge of the SithObi-Wan makes no such comment but calls Vader “lost”. It’s possible the new series will explore more attempts to bring the villain to redemption.