In the scenario where he's not dealt before next season, If he sits, he'll get moved, maybe not immediately, don't see a Mike Peca type stalemate, but he'll get moved.
He asked for a trade, if he plays the season, doesn't cause any problems/distractions, & he still wants to be traded, & they still don't move him, .. ... sitting is his only recourse.
They aren't going to let him sit for 3 years, Players are in the same Union, that wouldn't go over well with anyone.
The NHLPA would file a grievance on his behalf, it would become a distraction nobody wants, nobody wins ... No one wants a disgruntled player in their locker room either.
If the situation is irreconcilable, CLB will need to take the best deal & move on. They should do that while the situation is still amicable.
Like i said, that's his nuclear option. Im 90% sure it wont come to this.
No one watches the games for the GM's, im sure the league wants one their potential stars on the ice.

At that point I ask him where he wants to go least and that’s exactly where I send him. I’d send them to Florida for a duffel bag full of pucks before I let him have what he wants

My crazy prediction.....

PLD plays out the year for CBJ and in the off-season SEA trades their 1st + takes a player of CBJ choice in the expansion draft and SEA names PLD the first ever Captain of the franchise

Fair enough.
I think there are really 4-6 legitimate suitors. (LA, NYR, MON, CHI, VAN, MIN, maybe CAL)

Best case scenario for CLB, he has a great season, they are winning & he decides he wants to stay.
2nd best ,he has a great season, they move him at the deadline or in the offseason for swell return ...