alright, let's make rosters.
'02 wings:
robitaille yzerman hull
shanahan larionov fedorov
holmstrom datsyuk mccarty
matlby draper gilchrist/avery
lidstrom fischer
chelios duchesne
krupp olausson
hasek
legace
I'm assuming each team has the coaching staff they had at the time. Bowman would have so many options with that prime lineup and if anyone could match up against the Oilers top two lines I'd put my money on Scotty doing it and succeeding.
I think Bowman would go with something like this but would obviously make adjustments if needed:
Datsyuk-Fedorov-Hull (to go against the Gretzky line)
Shanahan-Yzerman-McCarty (to go against the Messier line)
Robitaille-Larionov-Holmstrom (Oilers 3rd line would have to check them)
Maltby-Draper-X
X = either Avery, Devereaux, Dandenault (could play D or RW) or (unlikely) Williams
Lidstrom-Olausson (face Gretzky's line)
Fischer-Chelios (face Messier's line)
Duchesne-Krupp
Slegr, Dandenault
Hasek
Legace
You counter Messier with Shanahan and McCarty cause if he decides to get dirty then he has to answer the bell - something he didn't like to do. If Hull is hurting the top line defensively Draper can play RW and then you have 3 Selke winners to go against Gretzky's line. Avery could then centre the 4th line. Krupp and Olausson could switch if needed as well.
Bowman would have perfect LHS/RHS defense pairings and a nice mix of LHS/RHS forwards. Every defenseman can move the puck and play positional defense and of course Hasek is the last line of defense.
People who say the Oilers would sweep are out of their minds.