I agree--get a puffy jacket and ditch the Smartwool. Just be sure to keep the jacket dry! That gives you two layers (t-shirt and warmer top base layer) to wear while you're moving, which even close to freezing should be enough (you don't want to sweat!). Also, there are much lighter windshirts that weigh 3-4 oz. which would be far more versatile than the Marmot DriClime. I'm perpetually amazed at how warm my 3-oz. windshirt is! Or, as suggested, just use the Packa to keep the wind off.
Gloves weren't mentioned; at least get a pair of thin liner gloves so you can do camp chores without having to take them off--better than thicker gloves or mittens which are not warmer when you have to keep removing them, lol!
I'd also ditch one of the boxer shorts. If, as a female, I can get by with the underpants I'm wearing (also Ex-Officio, I love them) for 10 days, you certainly can. If they need to be washed out, pick a warm dry day and go without while they're drying on the outside of your pack.