When adding pills into applesauce or pudding, use the PP10, or PP20 Pill Pouches to crush the medication. Then tear off the top of the pouch and pour the pill powder into the food substance. Take a look at the items here: https://www.rxcrush.com/product-page/pp10-rxcrush-pediatric-sealed-tear-off-pill-pouch-qty50, and https://www.rxcrush.com/products/pp20-perforated-pill-pouch-qty-100 There are pictures of these steps if you click on the picture of the item from the Store page.
It is nearly impossible to draw applesauce or syrup into the opening of an ENFit size syringe. If the substance is diluted enough to be able to flow into an ENFit syringe it may be useable without getting clogged.