Got a new Macbook Pro. Move iPhone sync from PC

Hello everyone,
On Saturday I received my built-to-order MacBook Pro.
I am planning to use this as my main all-purpose computer from now on, so I would like to have my iPhone synchronized with my MacBook Pro.
The problem is -as usual- the synchronization procedure for my iPhone. I have never done a PC to Mac migration yet so I would really appreciate your help:
Right now my iPhone is synchronized with my desktop PC. All my music, my applications and videos are in this PC.
What I want to do is synchronize it with my MacBook Pro , so is it possible to:
Retain all my applications
Retain the SETTINGS for my applications
Retain the files contained in my applications (such as 8mm camera)
Retain my list of Contacts
Retain my Calendar
I don't really care so much about the videos and music (although it would be nice if I could tranfer them as well) but the applications are critical for me.
So can it be done? And what is the ideal procedure to do this? I have had many frustrations in the past when moving from an old Windows XP PC to a Windows 7 PC. I almost lost everything and I don't want this to happen again.
Thank you in advance for your replies!

So, is there no way to transfer my application settings after I setup my iPhone as new?
Correct.
If no change after restoring your iPhone as a new iPhone or not from your iPhone's backup in regards to the problem you are having, this won't prevent you from restoring your iPhone with iTunes again from your iPhone's backup.
Do you think it would be safe to go through your procedure first, so that I can get my contacts, apps and calendars in my Macbook Pro and then set it up as new?
This is what I would do first after transferring your iTunes library from your PC to your Mac per the instructions included with the link provided - syncing contacts and calendar events with the Address Book an iCal first. You can then try restoring your iPhone wit h iTunes as a new iPhone or not from your iPhone's backup and if no change with the problem you are having after doing so, restore your iPhone with iTunes again - this time from your iPhone's backup.
If I drag and drop the applications to the newly setup iPhone won't the settings be transfered as well?
No.
As already provided, 3rd party app settings and data created and stored by a 3rd party app is not stored with the app install on your computer. 3rd party app settings and data created and stored by a 3rd party app are included with your iPhone's backup which is stored completely separate from the app or app install on your computer.
http://support.apple.com/kb/ht1766

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