Eventually arriving at:
which allows a toolpath as expected:
but suffers from a confusing aspect where the leaves which one would expect to be in the foreground are instead cut away, while the veins of the leaves which arguably would read better when cut away are left proud.
This is a classic problem of “figure ground reversal” as has been discussed aforetime:
An expedient solution is to increase the size of the stock:
and cut as a V carving with the Pocket removal option enabled:
