Syracuse. Timoleon and the Third Democracy. AE Onkia. 344-338 BC. 

Laureate head of Zeus Eleutherios left.
Octopus. 

Calciati 75; SNG Morcom 727; SNG Lloyd 1461; Weber 1657; Hoover HGC 1483 (this coin). 

Very rare.

With permission of cngcoins.com, auction 85, lot 203, Sept. 2010.