I cannot get my macbook contacts to sync with my ipod

I have an ipod touch 8GB and an iphone4 and a macbook pro with Lion.  I was able to update the phone to ios5 and all is working fine there. I understand I cannot upgrade the ipod touch to ios5 because it is really not a 3rd generation device but I still want to get my contacts from the mac into the ipod touch and have not been able to do that even when the info check boxes are on for updating and replacing contacts and calendars. I can get new contacts from the ipod touch into the mac but I cannot get what is already in the mac into the ipod touch.  I'd rather not do it manually if there is a way to get it to work automatically.  Any help is appreciated.

Thank you for your valuable time helping me address this dilemma a brody.  I talked to Apple support and gave them both serial numbers of my apple products, MacBook Pro 2009 and IPad Air 2013. I was told both snow leopard and lion operating systems would address this issue. I currently have leopard. But following this discussion I am confused as from my understanding leopard is 10.5.8 and snow leopard is just 10.6. When I asked about the difference between snow leopard and lion I was told a $20.00 difference.  I did order the snow leopard software disc but now I am hesitant as I do not want to install new software if it doesn't address this problem. I had just upgraded my iPad air with the newest software update. Am I right in my reasoning?  I am not very computer savvy so forgive if my hesitancy implies ignorance.

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