Install the kickout flashing.
Flashing where siding meets brick.
The metal flashing placed on wall top slopes back towards the building directing water inside the structure.
Metal flashing or any metal to wood joint should not be caulked another water exit pathway that should never be sealed.
The nails holding up the siding should not be caulked.
How to use flashing between brick siding 1.
The solution to rotting sidewalls is a small piece of bent metal called a kickout flashing at roofing suppliers which simply directs all that water away from the wall.
If the transition exceeds 10 feet in length it s necessary to use more than one piece of.
Uniform building code section 1402 2 exterior openings exposed to the weather shall be flashed in such a manner as to make them weather proof.
It might be buried behind the siding where you can t see it.
Siding nails should not be caulked another item that needs room to play is siding boards themselves.
Thats why most brick houses you see have a hip roof or a full gable end where the brick runs up to the peak.
But with a step back you don t want the brick all the way up to the peak and then sitting on the setbacks roof.
Details like this risk rot and insect damage to the structure.
There should already be a metal flashing that is sealed to the brick.
Measure the length of the transition the intersection where the brick meets the face of the wall.
Pieces of 18 inch wide flashing installed prior to the brick work but on top of the house wrap in a stepped fashion periodically laying on top of the lapped upper portion of the siding to get the water back to the exterior of the wall is more along the lines that i would be thinking of.
Install the flashing before you finish the top of the brick wall as the flashing must go behind the siding as well.
Maybe in this case the flashing extends upwards behind the building siding forming a zee shape that might reduce this risk.
Kickout flashing installs just like standard step flashing except that half of the kickout flashing hangs over the edge of the roof.
What was suggested about the return is the right way or you cantilever that wall out about a foot over the brick.