Appear unexpectedly with little Robert leading (3,2)
I believe the answer is:
bob up
'appear unexpectedly' is the definition.
(I've seen this in another clue)
'little robert leading' is the wordplay.
I cannot really understand how this works, but
'robert' could be 'bob' (short for Robert) and 'bob' is found in the answer.
'leading' could be 'up' (up can mean winning a sports match) and 'up' is found in the answer.
This accounts for all the letters.
This may be the basis of the clue (or it may be nonsense).
'with' acts as a link.
Can you help me to learn more?
(Other definitions for bob up that I've seen before include "Suddenly appear" , "in profit, in old money?" .)