Re: TOS/TMP set during the **23rd** century?
The SFC handled it by placing the five-year mission around 2207, with TMP in 2215.
If you're willing to dump ENT's whole "we were held back a century by the Vulcans," then most everything else in the Trek-verse would work nicely with TOS being in the year 2207.
I liked SFC take on the first meeting with the Vulcans much better than what we got in First Contact.
Except The Neutral Zone
(2364) and Generations
(78 years after Kirk was lost) wouldn't work with 2207 dating.
"If I hadn't tried, the cost would have been my soul." - Admiral James T. Kirk, Star Trek III: The Search for Spock