Assuming no cap or a high cap:
15-16 Curry
12-13 Lebron
91-92 Rodman
14-15 Deandre
66-67 Wilt
Though if you're talking WIS, you can't exclude clones, so realistically it looks like:
15-16 Curry
12-13 Lebron
91-92 Rodman
94-95 Rodman with 95-96 & 92-93 Rodman backups
66-67 Wilt
You might be better off doing
94-95 Stockton
12-13 Lebron
91-92 Rodman
96-97 Mailman
66-67 Wilt
but I doubt it. 15-16 Curry is the best offensive season in the sim, and it's not even close.
My IRL 5 would have been Magic, Jordan, Bird, Lebron & Kareem. That would be average at best in the sim. You're much better off taking low-usage, role playing specialists to fit around high-usage, high-efg% players, of which there are only a few (and the reason that you see Curry, Lebron, Shaq & a few other players dominating OLs surrounded by a bunch of Worms).