Keep in mind, you're using two pieces of hardware that are native to each other. You're giving the iPhone a couple legs up over the X already just because of the computer you're using. If you are going back and forth already with the iPhone having that kind of advantage, I'd say the choice is pretty clear.
Put them on the same playing field.
I don't think being on a Mac is giving either platform an unfair advantage. I think the advantage is iTunes which is the same regardless of if you're on a PC or a Mac. I know if I were on Windows I'd need some app to sync my iTunes library to the DX too. And there are plenty of apps that will sync my calendars, music, and other stuff to the DX. I'm using one of them as a Demo, The Missing Sync. It works very well so far and I'm not opposed to buying things to make it work.
I already got Google Listen based on the feedback in this thread and it will work great for my Podcasts.
I'm thinking this will be like when I first switched to the Mac in 2002 - the first week I almost took the machine back it was so different and "out there". But after the second week things just started clicking and working well. I'm already liking the customization that Android gives me but it's a lot of the "little things" that has me scratching my head. I wish we could have the polish of the iPhone with the power of Android.