If Dedede starts pressuring you and not letting you go in for a grab flip back and start tossing the pills. The pills help with a good portion of Dr.Mario's matches when he starts getting backed up or unable to get in for an attack, but when you do hit him with enough pills to make him try something reckless go for down tilts at lower percents, it's safe for Doc and I think up tilt is even safe for Doc in this match up. Remember if he's using neutral b and tossing spikes at you pop it back with a pill. Also, back air is a good air dodge then punish move, it damages quite well
If Dedede starts pressuring you and not letting you go in for a grab flip back and start tossing the pills. The pills help with a good portion of Dr.Mario's matches when he starts getting backed up or unable to get in for an attack, but when you do hit him with enough pills to make him try something reckless go for down tilts at lower percents, it's safe for Doc and I think up tilt is even safe for Doc in this match up. Remember if he's using neutral b and tossing spikes at you pop it back with a pill. Also, back air is a good air dodge then punish move, it damages quite well