Considering Kirk took command in either 2265 or 2266, depending on what timeline you adhere to, they'd need to do some time skipping if they want to end the series near the start of TOS.
Discovery was advertised as being 10 years before Kirk and Spock and started in 2256 sooo.
Edit:
Ortegas gets a lot to do in the first 5 episodes according to the TrekCulture video.
They also highly recommend rewatching Season 2 as there's things in the first 5, other than obviously the premier, that you'll need a refresher on.
Discovery was advertised as being 10 years before Kirk and Spock and started in 2256 sooo.
Edit:
Ortegas gets a lot to do in the first 5 episodes according to the TrekCulture video.
They also highly recommend rewatching Season 2 as there's things in the first 5, other than obviously the premier, that you'll need a refresher on.
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