D-Bry having the title shot next week seems very similar in possibility to a storyline I once wrote for a Book This! style thread on a different forum, and I certainly hope it plays out in the same way, because it was one of my proudest pieces of writing
in that position, Kurt Angle, Mr. Money In The Bank, was challenging World Champ Batista for the title, and he lost the match, but then his "Team Angle" cohorts of Hass & Benjamin (shows how long ago I wrote this...) came out, beat down Batista, then Angle cashed in and won anyway. I see Bryan losing the cage match on SmackDown next week, then just as Henry holds the championship high, Big Show's music hits, and Henry can't escape the ring because the cage is there. Show climbs in through the door, knocks Mark Henry the fuck out, walks away as the cage is raised... and Bryan wakes up just enough to cash in the briefcase.
The second alternative I see to this is Bryan winning the cage match. I know it seems unlikely, Bryan beating a guy like Henry inside a steel cage, but if he did somehow, it would make for absolutely compelling viewing. As others have stated, we've NEVER seen anybody hold the title and the briefcase at the same time, and he'd constantly have the advantage of "Hey, if you beat me for the belt, I'm still coming for you" which could create an awesome story.
The Outside Option The most unlikely choice, but this could be a fucking superb way to pan the storyline out: Bryan leaves the cage as the World Champion next week. Then, the following week on Raw Supershow, CM Punk's in the ring cutting a promo when Bryan's music interrupts him. Bryan walks out, title over his shoulder, briefcase in hand, and tells Punk straight: I'm still cashing in at WrestleMania. When Mania comes, I'm challenging the WWE Champion. Then WWE could either go with a title unification storyline, OR, they have Punk win, keep the WWE title but not win the WHC (after all, why should Bryan have to defend his title if it's his MITB shot? He picks the match, so he doesn't have to defend) and they have managed to create the first ever losing MITB cash in, but Bryan's still the champion.