A deal to send Nylander to Vancouver would certainly sting at first, but for the right assets, it could work.
Vancouver has stated that they want to stay competitive throughout their rebuild, and with Elias Petterson also wanting to be competitive, adding Nylander would keep him happy. Nylander could also be part of the Canucks long-term plan.
The Leafs would get a potential replacement for Nylander in Brock Boeser, who scored 55 points last year, as well as a future potential star in Lekkerimaki. They would also add some much-needed draft picks.
Either way, as time passes, the likelihood of Nylander remaining a Leaf for the long term gets lower and lower.