You can convert from a Prepaid card to a postpaid card. I did it for someone from Prepaid to Seniors plan. Another friend, from Prepaid to GOMO, then from GOMO to ST SIM-Only.
You cannot port operators in the process - the conversion needs to happen in the same operator, then you can port out from there. Note that some have a minimum service duration before porting, so read the T&C carefully.
But you can port prepaid to another prepaid, then convert to postpaid at the new operator.
You cannot convert from Postpaid to Prepaid though.
As fair as I know, on Gomo website they said can switch over for free (besides paying $20 upfront for Gomo). I just did it in May this year.
Singtel Prepaid to Singtel Postpaid - FOC and then to Gomo ($20/$30 plan)
Just go to a Singtel store and tell them you have a Singtel Prepaid card and want to switch to Gomo, they will give you a Singtel Postpaid sim only starter pack (valid for one month) for free. Just have to switch over by signing up on Gomo before the expiry of the credits.
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