Pitiable time with, possibly, Havana revolutionary (6)
I believe the answer is:
tragic
'pitiable' is the definition.
(I've seen this before)
'with possibly havana revolutionary' is the wordplay.
'with' is a charade indicator (letters next to each other).
'possibly' becomes 't' (I can't explain this - if you can you should give a lot more credence to this answer).
'havana' becomes 'cigar' (I've seen this before).
'revolutionary' shows that the letters should be reversed in order (letters revolve around).
'cigar' written backwards gives 'ragic'.
't' next to 'ragic' is 'TRAGIC'.
'time' is the link.
This may not be right. It may be part of another bit of the clue.
Can you help me to learn more?
(Other definitions for tragic that I've seen before include "Ill-fated" , "Characterised by extreme distress or sorrow" , "Disastrous, pitiful" , "Mournful" , "Very sad; Schubert's 4th symphony nickname" .)