IMO the Blazers have a ton of young talent, but you don't know if any of them are superstars yet, or just very good players.
You win titles with top 5 talent or a couple of top 15 talent like the Celtics did.
Think about it, in the past 10 years, The Celtics won with KG and Pierce and a declining but very solid Ray Allen, the Spurs and Duncan have won, The lakers with Shaq and Kobe won, the Heat won with an inspired Shaq and a healthy Dwayne Wade and only the Pistons won without a top shelf player but rather 4 all-stars and a solid role player in Prince.
The Blazers should develop this young talent make it attractive over the next year or two and then go out and trade 2-3 good players for a Great player. That's how you win a title in the NBA. A collection of good talent makes you a playoff team that always fall short. So long as there is Chris Paul, Kobe and Lebron around there are teams with Alpha dogs who can decimate any team.
If the Blazers do end up with such a player in say Oden or Bayless, then it will come down to chemistry which may need minor tweaking.
IMO Roy is an all-star, which is a step below superstar. Superstars win titles.