When I right-click in Microsoft OneNote for Mac 10.13.6 High Sierra, right-click works as expected, but when I try the same macro in PDF Studio, a Java application, there is no reaction, nor is there any reaction if I send Control+Shift with a left-click. If, on the other hand, I manually right-click or press Shift+Control click, the right-click menu works.
I think this is a "timing" issue. I was able to "work around" the problem by holding the right-click key, pausing, and then releasing the key. Alternatively, dragging during right click worked, presumably because it adds a similar delay. I'm not sure if this is a bug in Keyboard Maestro, a Mac problem, or something else.