The house will receive a cement style siding panel with no inside corner trim against the brick.
Flashing a fieldstone chimney along siding.
On each end of the pan flashing cut about 1 1 2 in.
Once the pan flashing is in place nail it to the roof sheathing and lay the shingles over the flashing.
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.
I ve looked around a bit and all the details i can find only deal with chimney roof flashing.
Next comes the counterflashing.
Yes you can caulk but in reality you should also be using chimney flashing which gets attached to and sealed to the chimney and then gets bent over the j channel.
The project is ocean front and it has become a point of discussion as to how to prevent water from penetrating when we get the sideways rain that we do.
The other measures should have been taken before the siding was installed.
A second layer of metal is embedded in the chimney mortar joints and folded down to cover the top of the step flashing.
The first is called step flashing.
Proper flashing around a chimney includes two layers.
If this is running along the side of the house and not by the roof then maybe caulk at this point.