IF you're gonna treat an entire (prequel) trilogy as flashback (of a most terrible kind, IMHO ), why not also treat SOLO as a flashback between ANH and ESB? Actually, throw Rogue One in there as flashback too while you're at it...SOLO: A Star Wars Story
A New Hope
The Empire Strikes Back
The Phantom Menace
Attack of the Clones
Revenge of the Sith
Return of the Jedi
The Force Awakens
The Last Jedi
The Rise of Skywalker
The reasoning is that "Solo" takes place ~10 years before A New Hope while Rogue One leads directly into that film. Treat the Darth Vader origin trilogy as a mid-story flashback between the superior Empire and Return, then bring it all home with the final trilogy (which, IMHO, is mostly a reimagining/remake of the original trilogy).
There's likely a better way but I'm going with that for a run through because it sounds valid and then back to my mostly ignoring all of them but the original trilogy.
IMHO, starting a complete series marathon off w/ anything other than ANH just doesn't really work.
But yeah, I'd probably rather just skip the prequels altogether... and maybe stick Rogue One between ANH and ESB and then SOLO between ESB and RotJ. That might work best for flashbacks -- Rogue One and SOLO are not meant to be so epic and serve better as flashbacks... plus you'd only have single-movie flashbacks this way... and SOLO probably works well as flashback after ESB w/ his fate part of the cliffhanger.
Then, if you really must, treat the prequels as some historical artifact and reference collection that isn't meant to be a particularly well told saga, and you're best off just skipping around to what you wanna check out, especially after you already seen it a couple times and know what you're looking for (and what you don't care to see again)... Maybe even treat much of it as a vast compendium of blooper reels, LOL...