There is no guarantee that Granlund will resign with the Sharks. Unless you extend him before the deadline you move him for assets.
Resigning Granlund also won't be so easy. I'd rather have the sure thing of having something back. But it doesn't need to be a pick. I'd take a prospect or prospects back who's close to being ready for the NHL, but maybe not ready for important minutes on a playoff team.
Yes, my point is that they WILL very possibly try to re-sign him. Just for clarity's sake:
In Jan/Feb, if the Sharks are 5-10th worst in the league: this almost certainly means Celebrini and Smith are doing pretty well. I think in this case it's 50/50 whether they trade Granlund for assets or whether they sign him on to keep climbing out of the gutter more quickly than we thought. Note: I do not think this is that likely, but in this scenario I don't think it's a given they move him.
If the Sharks are bottom 5 but not embarrassing, and he's having a decent year, I think they try to re-sign him, assuming that he can be C depth or play on the wing with our young C's as they keep developing. Grier et al have been talking up his leadership and mentorship. Sure, if they can't agree on term/AAV, they move him for assets but I bet they try hard to sign him.
If the Sharks are bottom 5 and he's having a rough/mid year, I think they try to move him.
If the Sharks are dead last and suck, I think it's 50/50. If he's having a good year, you could argue he needs to help us not be completely embarrassing, or you move him for more assets because we're tanking again. If he's having a bad year, you move him to get something back for him, or you sign him for cheap hoping that everything turns around next year (less likely). But in this situation it sucks for everyone. We are tankers again and we stay at the bottom of the bottom-out one more year.