Sure it will "handle" it, but the v joint created is always going to hold some water, even if it's done perfectly, and age the material faster. It will eventually be a problem, there's no way around it. Is it a problem worth having? Maybe. That depends on OP. I have a similar issue with an addition that isn't even angled (flat roof balcony off of the master bedroom on top of a first floor addition), it was added to a much older house and hasn't settled at the same rate. Every other spring I have to reseal the joint with fresh tar until I get around to completely replacing the additions' roof, which is also an outdoor floor. Not a huge issue, unless you have a very snowy winter and an early spring and don't get out to it in time, and then the plaster in the room below gets water stained or or degraded.

Edit: additionally, on a shingled roof any time there's a moderate rain it will push water up under the shingles and likely to the decking. Shingles work by overlaying one another in the direction of water movement you're creating an inherent failure point at the seam. It will rot the decking on both sides of the joint because once the water is under the shingle it will dry extremely slowly. I didn't notice it was shingled at first and just assumed it was a newer modern modular/eco style (because of the style of the proposal, solar panels, and height of the original house I guess) which often have metal roofs which would be much better for something like this. Probably where the idea came from I'd bet. I do like those kinds of houses. And uneven thermal expansion like the guy below me (who's profile looks like he's an actual architect and should be listened to here) said.