I'm still trying to figure out what story in early Trek would have been able to produce a "A New Hope" calibre type of movie. Because a two hour version of the Cage or Mudd's Women would definitely not be it.
And neither would TMP have been a success if there hadn't already been a loyal and hyped fanbase from the show.
None of the episodes are compatible without being changed beyond recognition, so It would have to be a new story. Or maybe "not so new". How the crew got together. It's an idea Gene Roddenberry was toying around with
as early as the '60s. And obviously that would go on to become the basic template for the 2009 Film.
In my list, that's what I was picturing. That Kirk and Spock would be "The Galaxy's New Hope". They'd save the day somehow. Maybe they have to save the galaxy from Khan. That's the idea in my head.
Throw some Klingons in there somewhere (which they also did in the actual first Star Trek movie), and then I'd be able to justify my title for "The Klingons Strike Back" in the sequel.
If I turned Star Trek into Star Wars, I'd keep the focus very narrow. The main enemy in the Original Trilogy would be the Klingons, the Prequel Trilogy would be the Romulans, and the Sequel Trilogy would be the Borg.
I'd base the Original Trilogy off some hybrid of TOS and the TOS Movies that would tilt more toward the Movies.
For the Original Trilogy:
Episode IV is the TOS Origin Story with TWOK and "Space Seed" elements
Episode V is a Klingon Story with influences up to TSFS
Episode VI is TUC
For the Prequel Trilogy:
Episode I is ENT Seasons 1-2
Episode II is ENT Season 3
Episode III is The Romulan War
For the Sequel Trilogy:
Episode VII is "The Best of Both Worlds"
Episode VIII is
First Contact
Episode IX is
Picard Season 1