Grain of salt since I can’t remember where I heard this, but my understanding is that TOS-ENT and the first ten movies is generally a single combined license, but all of the new shows need to be licensed individually, I’m not sure if the Abrams films are licensed as a package or individually, but they’re separate from the other films.
I’d probably just start the PIC era in 2399. We only see the 2380’s in a handful of flashbacks. Prodigy definitely has some PIC connections, but it’s far more a continuation of Voyager, and it starts like a year after season 5 of Lower Decks.