1. Prepare filling. In a medium saucepan, combine pineapple, water, sugar, and vanilla. Bring to a boil over high heat, then reduce heat to medium-low and cook, stirring frequently, until pineapple is tender and mixture has a thick, almost jam-like consistency, about 1 hour. Drain off any excess liquid and set filling aside to cool to room temperature. May be prepared up to 3 days in advance. Keep refrigerated until ready to use.
2. Spray a 9- or 10-inch Bundt or tube pan with vegetable cooking spray. Use a paper towel to make sure entire surface is coated, then dust pan with flour.
3. Prepare cake. Mix butter and sugar in a large bowl with an electric mixer at medium-high speed until mixture is pale and fluffy, about 5 minutes. Add eggs one at a time, beating well after each addition. Beat in vanilla, orange juice, and orange zest.
4. Reduce speed to low. Add salt and half the flour, mixing well. Scrape down sides, add cream, and mix well; then add remaining flour, mixing well. Beat mixture at medium-high speed for 5 minutes. Batter should be pale yellow and fluffy. Spoon 2/3 of the batter in an even layer into prepared pan and smooth the surface.
5. Spoon a layer of cooled pineapple jam on top of batter, taking care that the ring of jam does not extend to either outer or inner edges of batter; the idea is to create a pocket of jam without spreading the filling beyond the sides of the cake.
6. Top with remaining cake batter, taking care to disturb the jam ring as little as possible. Place pan on middle rack of a cold oven and turn oven on to 350 degrees F. Bake until surface is golden brown and a tester inserted into cake comes out with a few dry crumbs, about 1 hour.
7. Cool cake in pan for 30 minutes. Use a thin knife to gently loosen cake from pan, then invert cake onto a cooling rack. Some of the pineapple filling may have sunk and spilled out of top of cake. Arrange this in an even ring around top of cake.
8. Allow cake to cool completely, about 2 hours. Right before serving, sift confectioners sugar over top. Slice and serve with pineapple, if desired.
Source: Hannaford fresh Magazine, May - June 2009