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One of the great things about the OT was the elaborate back story we got through hints across the three films.
I've been going through possible rewrites of the prequel story in my head and the more I do it the more I realize how difficult it is to fit the back story we get in the OT into only three films.
The events preceding the OT are much more complicated than the story of the OT itself. Consider the events we have to go through:
1) We have to meet Anakin Skywalker, establish him as a good and noble person, follow his path to becoming a Jedi Knight and decline to the dark side. That's a long path. In the OT it took 3 whole films to establish Luke as a Jedi. It might take 2 or three more films to convey Anakin's turn and his role in betraying and destroying the Jedi.
2) We have to follow Palpatine's rise to power. I don't think we really need to see how he became Chancellor as that involves politics that feels out of place in Star Wars. Showing this was one of the failings of TPM I think.
3) A galaxy-wide war must be established. Furthermore, there must be a good reason this war has to happen. Yoda's line "Begun the Clone War has." always irked me. Why did a war begin? What reason did either side have to engage in battle? What were the separatists angry about again? We also have to see the war's destruction on the republic, and how Palpatine used this to bolster his power.
3) Besides all this darkness, there has to be some room for some good old-fashioned light-hearted adventure. The chase in the asteroid-field, escaping the Death Star, and the speeder chase in the Endor forest are examples of this.
4) The Jedi have to be viewed in their prime as noble, sympathetic characters whose destruction is tragic. They should be a brotherhood with close bonds, something we never see in the PT.
5) I'm not sure this is completely necessary, but there needs to be a love story between Anakin and Padme. It's difficult to believe they could meet, fall in love, conceive a child all while Anakin is falling to the dark side. There needs to be some more separation in time between these events.
6) I was very disappointed to never see Vader actually hunt down any Jedi. We never saw Vader in his natural element.
7) There need to be more interesting characters besides Anakin/Vader, Obi-Wan, and Padme, each with compelling storylines. What would Star Wars be without Han Solo or Lando, both of whose character arcs have little to do with the overall Skywalker focus of the Saga? Another failure of the PT was its over-emphasis on Anakin. We never followed another's character arc.
8) There was never really any interesting backstory to the prequels besides maybe Palpatine's mention of Darth Plagueis. I would have loved to hear something about Yoda's past, perhaps how he was involved in the war that last destroyed the Sith, or perhaps how he and Sidious were once old adversaries.
9) I also would have liked to see the seeds of the rebellion. A really cool concept I think is that the separatists could have actually been the good guys trying to free themselves from the corruption that engulfed the Republic. The war could have split the Jedi. Palpatine would then have a good reason to hunt down the Jedi to present to the public.
The complexity of the story and its forced insertion into only 3 films is one of the reasons I think the prequels failed. Even had Lucas put more effort into making more consistent plot lines, better dialogue, and more sympathetic characters, this difficulty might have been too much to overcome. In sum, the story is just too broad and expansive.
Seeing the success of the original Clone Wars cartoon as well as some the great HBO series like Band of Brothers, Rome, etc. lead me to think that prequel story would probably be the best conveyed in a TV series, perhaps in a 20 episode span over 2 seasons. With limited funding in TV, I'm sure the use of CGI and special effects would be de-emphasized for a much stronger character approach. The nature of the story also lends itself well to comic form. Both of these forms of media bode well for fan-made prequel remakes in the future, and hopefully someone will professionally take them up to give us the prequel story we deserve.