This style of roof occurs on this structure three times. Proper flashing and integration into the WRB plane is a critical detail to ensure this does not allow moisture intrusion into the building envelope. It is my suggestion that an additional layer of Ice Mat material be overlapped onto this roof plane and up behind the WRB .
I suggest the WRB be pulled up and a layer of SAF (self adhering flashing) be applied to the wall sheeting overlapping the foundation by one inch. A bead of sealant could also be applied at the juncture of the plate and the top of the foundation to ensure a more airtight assembly.
Kick out details required here. I recommend the Kick-Out Flashing by DryFlekt. Follow their detailed installation instructions: http://www.dryflekt.com/.
A flashing detail will be required at this and similar points