An intramolecular C-H arylation of ferrocenyl ortho-bromophenyl sulfide and sulfoxide has been developed with a palladium/non-chiral monophosphine ligand. Under mild reaction conditions, a wide range of ferrocene cyclosulfide and ferrocene cyclosulfoxide were obtained in up to 90% yield. Moreover, planar chiral ferrocene cyclosulfide with enantioselectivities (up to 45% ee) was synthesized utilizing chiral phosphine ligands. Furthermore, the compound 4a and 6a can be used as novel chemosensors to detect Cu2+ ion.