The headman of the 18 Sio Ghi Ho secret society was handed a sentence of 42 months jail and 18 strokes of the cane, for unlawful assembly and attacking a 16-year-old boy.
28-year-old Mohammed Hussein Mohammed Kassim and five other men attacked Rashvin Ravindran with a knife at a playground near Block 511, Jurong West Street 51 at around 4.20pm on 14 August.
The assault was led by the accused and was instigated by a member from Hussein's group who accused the teenager of calling one of his friend's a "dog".
The boy was then attacked before he could reply that led to him sustaining injuries to neck and head.
Two hours prior to the assault, Hussein had plotted another assault on another group of men at Jurong West Street 52, reported a local news agency.
However, the plan fell through when he realised that there were too many passers-by around the area.
Besides these, Hussein was also caught with a sickle and a flick knife in his flat at around 12.15pm on 16 August.
There were 13 others with him who were armed with knives and a knuckle duster and three of them have been dealt with in court.
A 14-year-old boy was sent to the Singapore Boys' Home for rehabilitation while his 15-year-old accomplice was put on probation.
20-year-old Maria Dass Pandi Rasan, was sentenced to 24 months' jail and given six strokes of the cane.
Hussein who is heavily inked and has several tattoos on his face was spotted smiling to his family members in the gallery as authorities led him away.
For the rioting charge he could have been jailed up to ten years on top of the caning.