select the dielectric end face, choose a waveguide port, and use the boxes to add or subtract to the size of the port, so that the port is several board thicknesses high and several track widths wide.
When you run, look at the port modes, and if there are strong fields near the edge of the port, or if the field lines or contours follow the port edge rather than natural shapes, make the port bigger. Or try bigger sizes until the port impedance stops changing (much). I think you can't have a tapered line straight into a waveguide port, you need a parallel bit for a few mesh cells.
It's better if you don't add pins. The port match will be good without pins, almost certainly worse with pins.
If there is a ground underneath the board, it needs to be connected to the ground on top, both sides, somewhere in the waveguide port, or you will probably not get the mode you want.