Like it or not, Caufield has shown considerable offensive talent at the young age of 21 (soon 22), has improved by leaps and bounds every year since being drafted which shows a very clear ongoing upwards trajectory as a player.
Then you look at how Caufield has produced at a very high level for the last 80 games or so on a rebuilding team, at his attributes and tools as a player, the many ways in which he can still improve his game in the coming seasons, and it quickly becomes apparent that Caufield is a VERY valuable player to have on your roster.
That said, given that Fantilli will be available this year with the 2nd-overall pick, and how special he is as a prospect, even as a Habs fan I have to admit that Caufield straight-up holds less value in that scenario than the pick that would be used to take Fantilli.
Now, to better substantiate my point, I'd have to add that while Caufield is plain less valuable than the 2nd overall pick this year would be, the value discrepancy between those two Hockey assets is NOT in my mind worth the 2023 5th overall pick (+) like some have said in this thread.
People will surely argue that quality very often beats quantity when it comes to prospects given limited roster space, and likely cite examples reflecting that reality. But to me that only holds true up to a certain extent before reaching a threshold of diminishing returns on players whose upside is not that far from each other.
And no, I don't think that Fantilli has a significantly higher upside than any of Michkov, Carlsson, or Smith.
In fact, to me (and surely many others) Michkov has obviously higher upside than Fantilli. Also, Smith and Carlsson would have similar-ish ceilings to Fantilli, but lesser chances of reaching theirs as opposed to Fantilli (and Smith would be the least likely among those to hit his own sky-high potential).