Perhaps if the Habs added JDLR, another high pick pick, and maybe Lehkonen? But that is insane and will never happen.
Philly:
Giroux
Simmonds
Montreal:
Galchenyuk
Gallagher
Sergachev
1st
Philly drafts Hischier to replace Giroux (long-term), gets quality wingers to replace Simmonds. The new team core will make Philly a contender in 2-3 years.
Montreal gets a real chance to win while they still have Pacioretty, Price and Weber at their prime.
Philly:
Giroux
Simmonds
Montreal:
Galchenyuk
Gallagher
Sergachev
1st
Philly drafts Hischier to replace Giroux (long-term), gets quality wingers to replace Simmonds. The new team core will make Philly a contender in 2-3 years.
Montreal gets a real chance to win while they still have Pacioretty, Price and Weber at their prime.
Sergachev can play right and left