They rarely pull out cleanly, but try that (a pair of nippers is always better to use than a claw hammer). Smack with a hammer to break off then punch under any bit left sticking out with a hammer and if needs be a nail set. It isn't really an issue
the good thing about too and fro is the tend to bend just below the surface on the "solid" bit off the brick or wall so often flush or slightly recessed
assuming the skirting is say 18mm with a cut nail knocked fully home you would be possibly down to 11 -13mm behind the claw so perhaps 6mm ply 100x100mm with a slot to a central hole to go around the nail would work best at protecting the plaster and holding in place it may off course get chewed up on uneven walls with anti damp gaps at the wall base but easy enough to make another
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