A couple points:
1. "Relax." You don't have to start classic RSS or CPF LIFE payouts until as late as age 70. So you need not make any payout plan decision for 6+ more years, whereupon you have that much more information about your health. Generally speaking you should wait to start payouts until you actually need the payouts.
2. "You can change your mind, sort of." If you start classic RSS payouts, you still have the option to switch to CPF LIFE as long as you do it no later than age 79.9 (a couple months before your 80th birthday). Naturally since you've drained a significant chunk of your CPF Retirement Account by then your CPF LIFE monthly payout won't be as large compared to starting payouts from the beginning with CPF LIFE.