How to automatically add new files to external iTunes Media Library

I have an external hard drive that I store all of my music on and have set as my iTunes media file location. When I connect it, I open iTunes and can play all of my songs off of the hard drive with no problem. But many times I do not have my external hard drive plugged in when I purchase and add new files onto iTunes. Because of this, even though I have my preferences set to automatically add new iTunes files to the external media folder, when I connect my hard drive, the files will not be on the hard drive's media folder and they will not immediately transfer over to the hard drive, and I will then have to add them manually. Is there a setting that I can use that will set all new or recently added files on my iTunes to be transferred over to my external hard drive once it is connected? Or maybe a command that compares my iTunes with my external media file folder and transfers all new media over to my external folder? Any help would be appreciated.

Well I actually found something that was fairly close to what I was looking for. If you right click a file or selection of files then click the option 'consolidate files' you can copy them to the media library. I guess I'll just have to filter my recently added playlist by the right amount of time then use the consolidate option. I still think that making a feature that automatically copys newly added files to the external media folder once it is connected would be a very worthwile investment in Apple's time

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