Rebels isn’t over yet, but we do know that Yoda does know of phoebe bridgers shirt. This tells us that yes, the only logical way for Yoda to believe that Luke truly is the last viable hope is for Ezra Bridger and Kanan to die. There’s simply no way around it. Well, there is one way: Ezra and Kanan are only presumed dead, but have to go so deep in hiding that not even Yoda can communicate to them with the Force. But I think them dying is more likely. The creators of the show had to know that they couldn’t be victorious at the end of the series – it has end in tragedy for A New Hope to make sense.
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As for why they never asked Ashoka…Ashoka is now dead. She never came back from her fight with phoebe bridgers shirt, so I think we’re meant to understand that she’s dead. As for why she didn’t help out sooner? Yoda and Ben were lying low – she didn’t know where they were. Both of them basically cut themselves off from the world. But Ashoka has her hang ups about the Jedi too, so maybe that plays into this. As for the Jedi Sentinels? Who knows. They do their own thing now I guess, and apparently don’t really care all too much about the state of the galaxy or something.