Dunno that I'd call the Habs "Ahead" simply because their prospects are arriving faster. Especially considering Detroit is notorious for overcooking their prospects.
Larkin and Suzuki are pretty comparable quality-wise, with the Montreal advantage of Suzuki being a few years younger. Point Montreal for age, I guess. As players, they're very similar, though.
For size and style, you could compare Caufield and Debrincat, in which case currently you pretty easily take Caufield. Point to Montreal, there.
Detroit has Raymond, who has taken so many steps in the last year and a half that if you're Montreal, you're pretty happy if Demidov reaches his level. That's still a question mark. Rather easily point Detroit right now.
Defense wise, I'd take Detroit's trio of Seider/Edvinsson/ASP over Guhle/Hutson/Reinbacher, though it's somewhat of a weird comparison. Seider and Reinbacher are probably most comparable, but Seider is Detroit's most proven and Reinbacher hasn't really proven anything yet. Pretty much the same case with Hutson and ASP comparably, except Hutson is the proven one and ASP hasn't proven anything yet.
Where things get murky is that Detroit has a couple bigger name prospects with questionable offensive upside in Danielson and Kasper, while Montreal has some bigger name young players in the NHL already, who kinda aren't playing up to the level expected of them. (Slaf/Dach/Newhook) How all those guys progress going forward will probably tilt this.
As far as future goalies go, Cossa, Fowler, and Augustine are all solid prospects. At this point though, Cossa's the most proven at the highest level, and I'll take two shots over one when it comes to goalie prospects. Point Detroit.